Chronic Sailing

Name: Chronic Sailing
Address: 7082 Bembe Beach Road, #204, Annapolis, MD, 21403, US
Telephone: +14433339113
Price range: $$$
Rating: 5

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United States
Annapolis, MD
Chronic Sailing

Annapolis Sailboat Charters;
ASA Affiliate Sailing School;
Captain Services &
Professional Yacht Delivery
(5)

05/27/2026

💅 Private catamaran. Your whole crew.

Tan on the deck, cruise up the bay to in Baltimore for lunch, come back when you feel like it. No itinerary you didn’t approve. No venue minimum. Just the Chesapeake and whoever you want on the boat with you.

Chronic Sailing does private charters out of Annapolis. Link in bio.

05/15/2026

Paddle out to the show next Tuesday! Meet me out on the water for some tunes and a sunset. 🤩🎶⚓️ 6:45PM start

05/04/2026

🚨We are partnering with this summer and after running it on the water for the first time, the auto routing alone sold me.

Set the trip up on the iPad at home, get down to the boat, pull it up on your phone and everything is already there. Weather overlays, depth, ETA, searchable database. It reroutes from your actual position in real time.

⛵️For charters, for deliveries, for anything offshore, this is the app our captains will be running all season.
Excited about this one.

x

04/30/2026

No big deal 🤷 Just the Blue Angels coming into town in a few short weeks!

04/29/2026

🚨 15% off all ASA 104 classes and charters this weekend. 🚨
Friday, Saturday, or Sunday - pick your day, grab a catamaran, and get out on the water.

Forecast is looking perfect. Book before spots fill up.

04/25/2026

There’s something about watching someone paint what you’re living in real time. 🎨

All of Amanda Guinn’s Tunesday artwork from last season is going up for auction tonight at the Chronic office. Original pieces from the water. Every Tunesday captured on canvas.

Open house at 5. Artist lineup for 2026 drops tonight.
Come through! 👀
Location: 7082 Bembe Beach Road #204

04/24/2026

Season one’s in the books. Season two starts now.

Tomorrow we’re opening the doors at Chronic HQ for the Tunesday Gallery + Open House Gala dropping the full season schedule, spinning tunes, and putting last season’s art back on the walls one more time.

Come see what we built. Come see what’s next.

🎨 Gallery from last season
🎵 Live music
📅 2026 Tunesday schedule drop
🛥️ Chronic Headquarters // 4–9PM

04/20/2026

⛵️ Annapolis Sailboat Show is this weekend and we’ve got a booth on the docks. Come find us!

Whether you want to learn to sail, book a charter, or just see what Chronic is about this summer. We’ll be the ones in chronic green.🟢⚪️🟢

04/14/2026

If you live in Annapolis and you’ve never sailed, that ends now.

One of the best things about this city is right outside your door and most people never take advantage of it.

We run ASA certified sailing instruction on the Chesapeake year-round. Small groups, real skills, and by the end you’ll understand why everyone who sails is a little bit obsessed.

Sign up for a class today!!!

https://chronicsailing.com/sailing-lessons/

03/31/2026

The vibes were immaculate at the fall show and we’re doing it all again! The Annapolis Spring Sailboat Show is April 24–26 at City Dock.

New boats, cold drinks, good people, and the best sailing scene on the Chesapeake. See you on the docks! 🍺

📍Annapolis City Dock | Tickets at AnnapolisBoatShows.com

03/27/2026

We’re proud members of the , and Membership Madness is happening right now.

If you’re a local business owner or entrepreneur in the Anne Arundel area, this is the month to join. The chamber has been a real part of how we’ve connected with this community, and we know it’s worth it.

Address

7082 Bembe Beach Road, #204
Annapolis, MD
21403

Telephone

+14433339113

Website

https://chronicsailing.com/

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